Planta Med 2015; 81 - PQ19
DOI: 10.1055/s-0035-1556353

New cyclized 9,11-secosterols enol-ether from soft coral Psendopterogorgia americana

YQ He 1, S Caplan 2, P Scesa 2, LM West 2
  • 1Department of Applied Chemistry, Xi'an University of Technology, Xi'an, Shaanxi 710054, P. R. China
  • 2Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, Florida 33431, USA

Chemical investigation of the MeOH extract from the gorgonian Pseudopterogorgia americana afforded two rare sterols, ameristerenol A (1) and B (2), both 9,11-secosterols containing a seven-membered cyclic enol-ether in ring C, and ameristerol A (3), the first 9,11-secosterol containing a gorgosterol side chain containing an exocyclic methylene group at C-24, along with three related known analogues. Ameristerenol A (1) was converted to semi-synthetic sterols 4-6. The structures of compounds 1-6 were determined on the basis of extensive spectroscopic analysis and by comparison with literature data.